JP2006508148A - アルキルエステルの生産方法 - Google Patents

アルキルエステルの生産方法 Download PDF

Info

Publication number: JP2006508148A
Authority: JP; Japan
Prior art keywords: solution; acid; alcohol; mixture; resulting
Prior art date: 2002-11-27
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Pending

Application number

JP2004554042A

Other languages

English (en)

Japanese (ja)

Inventor

マスケットレイモンド

アーサーアンダーソンコリン

Original Assignee

バイオディーゼルオーストラリアリミテッド

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

2002-11-27

Filing date

2002-11-27

Publication date

2006-03-09

2002-11-27 Application filed by バイオディーゼルオーストラリアリミテッド filed Critical バイオディーゼルオーストラリアリミテッド

2006-03-09 Publication of JP2006508148A publication Critical patent/JP2006508148A/ja

Status Pending legal-status Critical Current

Links

125000005907 alkyl ester group Chemical group 0.000 title claims abstract description 32
238000004519 manufacturing process Methods 0.000 title description 11
238000000034 method Methods 0.000 claims abstract description 42
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 31
239000000203 mixture Substances 0.000 claims abstract description 30
239000002253 acid Substances 0.000 claims abstract description 21
125000005456 glyceride group Chemical group 0.000 claims abstract description 19
238000005886 esterification reaction Methods 0.000 claims abstract description 16
235000021588 free fatty acids Nutrition 0.000 claims abstract description 16
230000032050 esterification Effects 0.000 claims abstract description 14
239000006227 byproduct Substances 0.000 claims abstract description 9
125000000217 alkyl group Chemical group 0.000 claims abstract description 8
238000005809 transesterification reaction Methods 0.000 claims abstract description 6
150000004703 alkoxides Chemical class 0.000 claims abstract description 5
238000004821 distillation Methods 0.000 claims abstract description 5
238000007127 saponification reaction Methods 0.000 claims abstract description 5
238000009835 boiling Methods 0.000 claims abstract description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 21
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 12
230000001476 alcoholic effect Effects 0.000 claims description 10
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 9
239000002585 base Substances 0.000 claims description 9
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 7
238000001471 micro-filtration Methods 0.000 claims description 6
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 5
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 4
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 4
VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 claims description 4
229910052700 potassium Inorganic materials 0.000 claims description 4
239000011591 potassium Substances 0.000 claims description 4
238000003756 stirring Methods 0.000 claims description 4
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 3
-1 alkali metal alkoxide Chemical class 0.000 claims description 3
230000000694 effects Effects 0.000 claims description 3
238000010992 reflux Methods 0.000 claims description 3
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 2
229910052783 alkali metal Inorganic materials 0.000 claims description 2
229910000147 aluminium phosphate Inorganic materials 0.000 claims description 2
150000007522 mineralic acids Chemical class 0.000 claims description 2
239000011734 sodium Substances 0.000 claims description 2
229910052708 sodium Inorganic materials 0.000 claims description 2
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims 3
DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 claims 2
BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 claims 2
ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 claims 2
150000002500 ions Chemical class 0.000 claims 1
229940035429 isobutyl alcohol Drugs 0.000 claims 1
239000002699 waste material Substances 0.000 abstract description 19
239000002904 solvent Substances 0.000 abstract description 4
239000000243 solution Substances 0.000 abstract 5
239000003929 acidic solution Substances 0.000 abstract 1
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 27
150000002632 lipids Chemical class 0.000 description 16
239000004519 grease Substances 0.000 description 13
238000006243 chemical reaction Methods 0.000 description 12
239000012071 phase Substances 0.000 description 11
235000014113 dietary fatty acids Nutrition 0.000 description 8
239000000194 fatty acid Substances 0.000 description 8
229930195729 fatty acid Natural products 0.000 description 8
150000004665 fatty acids Chemical class 0.000 description 8
239000003760 tallow Substances 0.000 description 8
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
239000003225 biodiesel Substances 0.000 description 6
150000004702 methyl esters Chemical class 0.000 description 6
235000015112 vegetable and seed oil Nutrition 0.000 description 6
239000008158 vegetable oil Substances 0.000 description 6
239000003054 catalyst Substances 0.000 description 5
238000012545 processing Methods 0.000 description 5
239000011541 reaction mixture Substances 0.000 description 5
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
239000003377 acid catalyst Substances 0.000 description 4
150000001298 alcohols Chemical class 0.000 description 4
239000006184 cosolvent Substances 0.000 description 4
239000003925 fat Substances 0.000 description 4
235000019197 fats Nutrition 0.000 description 4
238000001914 filtration Methods 0.000 description 4
230000035484 reaction time Effects 0.000 description 4
238000000926 separation method Methods 0.000 description 4
235000019482 Palm oil Nutrition 0.000 description 3
238000010908 decantation Methods 0.000 description 3
239000003921 oil Substances 0.000 description 3
235000019198 oils Nutrition 0.000 description 3
239000002540 palm oil Substances 0.000 description 3
239000013049 sediment Substances 0.000 description 3
239000000344 soap Substances 0.000 description 3
239000007790 solid phase Substances 0.000 description 3
239000000725 suspension Substances 0.000 description 3
235000013311 vegetables Nutrition 0.000 description 3
238000005406 washing Methods 0.000 description 3
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
235000013162 Cocos nucifera Nutrition 0.000 description 2
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
239000010775 animal oil Substances 0.000 description 2
235000019864 coconut oil Nutrition 0.000 description 2
239000003240 coconut oil Substances 0.000 description 2
239000002274 desiccant Substances 0.000 description 2
125000004494 ethyl ester group Chemical group 0.000 description 2
235000019387 fatty acid methyl ester Nutrition 0.000 description 2
239000012467 final product Substances 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
238000006386 neutralization reaction Methods 0.000 description 2
239000000047 product Substances 0.000 description 2
238000000746 purification Methods 0.000 description 2
238000011084 recovery Methods 0.000 description 2
229910052938 sodium sulfate Inorganic materials 0.000 description 2
235000011152 sodium sulphate Nutrition 0.000 description 2
239000007858 starting material Substances 0.000 description 2
238000012360 testing method Methods 0.000 description 2
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
235000019737 Animal fat Nutrition 0.000 description 1
239000004215 Carbon black (E152) Substances 0.000 description 1
241000737241 Cocos Species 0.000 description 1
244000060011 Cocos nucifera Species 0.000 description 1
241000196324 Embryophyta Species 0.000 description 1
235000005128 Sapium sebiferum Nutrition 0.000 description 1
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
235000021355 Stearic acid Nutrition 0.000 description 1
230000002378 acidificating effect Effects 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
238000013019 agitation Methods 0.000 description 1
238000006136 alcoholysis reaction Methods 0.000 description 1
230000003466 anti-cipated effect Effects 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
229910000019 calcium carbonate Inorganic materials 0.000 description 1
239000003153 chemical reaction reagent Substances 0.000 description 1
238000011109 contamination Methods 0.000 description 1
238000005238 degreasing Methods 0.000 description 1
238000013461 design Methods 0.000 description 1
239000003599 detergent Substances 0.000 description 1
239000002283 diesel fuel Substances 0.000 description 1
238000010828 elution Methods 0.000 description 1
230000007613 environmental effect Effects 0.000 description 1
239000003344 environmental pollutant Substances 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
239000012530 fluid Substances 0.000 description 1
239000000446 fuel Substances 0.000 description 1
238000004817 gas chromatography Methods 0.000 description 1
238000002290 gas chromatography-mass spectrometry Methods 0.000 description 1
239000012456 homogeneous solution Substances 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
230000001771 impaired effect Effects 0.000 description 1
238000005342 ion exchange Methods 0.000 description 1
239000003014 ion exchange membrane Substances 0.000 description 1
239000003456 ion exchange resin Substances 0.000 description 1
229920003303 ion-exchange polymer Polymers 0.000 description 1
239000007791 liquid phase Substances 0.000 description 1
230000007774 longterm Effects 0.000 description 1
239000000314 lubricant Substances 0.000 description 1
ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
239000001095 magnesium carbonate Substances 0.000 description 1
229910000021 magnesium carbonate Inorganic materials 0.000 description 1
239000000463 material Substances 0.000 description 1
239000012528 membrane Substances 0.000 description 1
230000004048 modification Effects 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000003472 neutralizing effect Effects 0.000 description 1
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
239000011236 particulate material Substances 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
231100000719 pollutant Toxicity 0.000 description 1
239000002994 raw material Substances 0.000 description 1
235000017557 sodium bicarbonate Nutrition 0.000 description 1
229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000011343 solid material Substances 0.000 description 1
230000003068 static effect Effects 0.000 description 1
230000002194 synthesizing effect Effects 0.000 description 1
150000003626 triacylglycerols Chemical class 0.000 description 1
UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
239000000341 volatile oil Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
- C11C3/04—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils
- C11C3/10—Ester interchange
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/03—Preparation of carboxylic acid esters by reacting an ester group with a hydroxy group
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
- C11C3/003—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fatty acids with alcohols

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
General Chemical & Material Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Engineering & Computer Science (AREA)
Chemical Kinetics & Catalysis (AREA)
Oil, Petroleum & Natural Gas (AREA)
Wood Science & Technology (AREA)
Fats And Perfumes (AREA)
Liquid Carbonaceous Fuels (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

JP2004554042A 2002-11-27 2002-11-27 アルキルエステルの生産方法 Pending JP2006508148A (ja)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
PCT/AU2002/001594 WO2004048311A1 (en)	2002-11-27	2002-11-27	Method for production of alkyl esters

Publications (1)

Publication Number	Publication Date
JP2006508148A true JP2006508148A (ja)	2006-03-09

Family

ID=32330490

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP2004554042A Pending JP2006508148A (ja)	2002-11-27	2002-11-27	アルキルエステルの生産方法

Country Status (6)

Country	Link
EP (1)	EP1565424A4 (de)
JP (1)	JP2006508148A (de)
CN (1)	CN1720214A (de)
AU (1)	AU2002342410A1 (de)
CA (1)	CA2507329A1 (de)
WO (1)	WO2004048311A1 (de)

Families Citing this family (21)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
FI114280B (fi)	2001-01-11	2004-09-30	Eriksson Capital Ab	Polyamidiin ja polyamidilohkoja ja polyeetterilohkoja sisältäviin polymeereihin perustuva makkarankuori, joka on savustettavissa
FR2872812B1 (fr) *	2004-07-12	2006-09-08	Inst Francais Du Petrole	Procede de production d'esters alkyliques d'acides gras et de glycerine de haute purete
JP4515840B2 (ja) *	2004-07-13	2010-08-04	株式会社レボインターナショナル	脂肪酸アルキルエステルの製造方法
CN101180383B (zh)	2005-02-28	2012-01-11	渥太华大学	生物燃料生产的装置和方法
US7619104B2 (en)	2005-04-04	2009-11-17	Renewable Products Development Laboratories, Inc.	Process for producing biodiesel or fatty acid esters from multiple triglyceride feedstocks
RU2007145596A (ru) *	2005-06-09	2009-07-20	Биосфере Инвайроментал Энерджи Ллс (Us)	Системы и способы для эстерефикации и переэтерефикации жиров и масел
US7842653B2 (en)	2005-06-16	2010-11-30	Council Of Scientific & Industrial Research	Process for the preparation of lubricants
WO2007027669A1 (en) *	2005-08-29	2007-03-08	Cps Biofuels, Inc.	Improved biodiesel fuel, additives, and lubbricants
US7754643B2 (en)	2005-10-07	2010-07-13	Council Of Scientific & Industrial Research	Transesterification catalyst and a process for the preparation thereof
ES2332284T3 (es)	2005-10-10	2010-02-01	Council Of Scientific And Industrial Research	Proceso para la preparacion de carbonato de dialquilo.
US7482480B2 (en)	2005-10-10	2009-01-27	Council Of Scientific & Industrial Research	Process for the preparation of hydrocarbon fuel
EP2013319B1 (de)	2006-04-28	2019-01-23	Sk Chemicals Co., Ltd.	Verfahren zur herstellung von fettsäurealkylester unter verwendung eines fettsäuredestillats
CN100434164C (zh) *	2006-07-10	2008-11-19	张冰青	一种催化剂体系及采用该催化剂体系生产生物柴油的方法
US8084655B2 (en)	2007-06-15	2011-12-27	E. I. Du Pont De Nemours And Company	Catalytic process for converting renewable resources into paraffins for use as diesel blending stocks
CA2729116C (en)	2008-06-25	2017-01-24	Benefuel Inc.	Process of manufacturing of fatty acid alkyl esters
EP2303827B1 (de)	2008-06-25	2019-10-16	Benefuel Inc.	Verfahren zur herstellung von fettsäurealkylestern
MY151440A (en) *	2009-10-29	2014-05-30	Malaysian Palm Oil Board Mpob	A method of converting free fatty acid (ffa) from oil to methyl ester
CN102465058A (zh) *	2010-11-04	2012-05-23	朱建军	一种制备生物柴油的生产工艺
CA2826817C (en)	2011-03-09	2019-01-15	Benefuel Inc.	Systems and methods for making bioproducts
CN102311883B (zh) *	2011-08-10	2013-04-24	北京清研利华石油化学技术有限公司	一种制备高纯度生物柴油的方法
CN102951934A (zh) *	2011-08-24	2013-03-06	江苏洁净环境科技有限公司	一种餐厨垃圾处理工艺

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE3319590A1 (de) *	1983-05-30	1984-12-06	Henkel KGaA, 4000 Düsseldorf	Verfahren zur herstellung von fettsaeureestern kurzkettiger aliphatischer alkohole aus freie fettsaeuren enthaltenden fetten und/oder oelen
WO1987007632A1 (en) *	1986-06-11	1987-12-17	Bio-Energy Technology Ltd.	Bio-fuel production
AT394374B (de) *	1990-06-29	1992-03-25	Wimmer Theodor	Verfahren zur herstellung von fettsaeureestern niederer alkohole
AU778808B2 (en) *	2001-05-31	2004-12-23	Biodiesel Australia Ltd	Method for production of alkyl esters

2002
- 2002-11-27 EP EP02779013A patent/EP1565424A4/de not_active Withdrawn
- 2002-11-27 AU AU2002342410A patent/AU2002342410A1/en not_active Abandoned
- 2002-11-27 CA CA002507329A patent/CA2507329A1/en not_active Abandoned
- 2002-11-27 WO PCT/AU2002/001594 patent/WO2004048311A1/en not_active Ceased
- 2002-11-27 CN CN02830146.3A patent/CN1720214A/zh active Pending
- 2002-11-27 JP JP2004554042A patent/JP2006508148A/ja active Pending

Also Published As

Publication number	Publication date
WO2004048311A1 (en)	2004-06-10
AU2002342410A1 (en)	2004-06-18
CN1720214A (zh)	2006-01-11
EP1565424A1 (de)	2005-08-24
CA2507329A1 (en)	2004-06-10
EP1565424A4 (de)	2006-05-31

Legal Events

Date

Code

Title

Description

2007-10-31

A131

Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20071030

2008-03-26

A02

Decision of refusal

Free format text: JAPANESE INTERMEDIATE CODE: A02

Effective date: 20080325

Publication	Publication Date	Title
JP2006508148A (ja)	2006-03-09	アルキルエステルの生産方法
RU2287519C2 (ru)	2006-11-20	Способ получения (низших) алкиловых эфиров жирных кислот
JP4872047B2 (ja)	2012-02-08	グリセリンを用いてアルキルエステルを製造する方法
EP1126011B1 (de)	2005-01-05	Verfahren zur Herstellung von Fettsäureestern
JPH09500155A (ja)	1997-01-07	脂肪酸アルキルエステルの調製方法
KR102327852B1 (ko)	2021-11-18	지방을 이용한 지방산알킬에스테르의 제조방법
JP2005350632A (ja)	2005-12-22	バイオディーゼル燃料の製造方法
JPH03200743A (ja)	1991-09-02	脂肪酸低級アルキルモノエステルの製造方法
JP4052748B2 (ja)	2008-02-27	エステル組成物及び製造方法
CA2615712C (en)	2012-01-10	Method for production of carboxylic alkyl esters
JP5486589B2 (ja)	2014-05-07	脂肪酸アルキルエステルの製造方法および製造システム
JP2009040979A (ja)	2009-02-26	液化ジメチルエーテルによるメタノール抽出型バイオディーゼル燃料高速製造方法
JP3934630B2 (ja)	2007-06-20	酸性油脂類および劣化油脂類からのバイオディーゼル燃料製造方法
AU778808B2 (en)	2004-12-23	Method for production of alkyl esters
JP2009120847A (ja)	2009-06-04	バイオディーゼル燃料の製造方法
AU2005201140B2 (en)	2007-03-01	Method of producing alkyl esters
JPWO2006129435A1 (ja)	2008-12-25	脂肪酸低級アルキルエステルの製造方法および脂肪酸低級アルキルエステルならびに軽油代替燃料
KR20050088297A (ko)	2005-09-05	알킬 에스테르 제조방법
JP2001226694A (ja)	2001-08-21	脂肪酸エステルの製造方法及び脂肪酸エステルを含む燃料
JP2009161776A (ja)	2009-07-23	バイオディーゼル燃料の製造方法及び製造装置
NZ540399A (en)	2007-06-29	Method for production of alkyl esters from a mixture of glycerides and fatty acids
ZA200504848B (en)	2006-08-30	Method for production of alkyl esters
JP2025150661A (ja)	2025-10-09	脂肪酸アルキルエステルの製造方法および製造システム
JP5090676B2 (ja)	2012-12-05	脂肪酸エステル組成物の製法
JP5378001B2 (ja)	2013-12-25	脂肪酸アルキルエステルの精製方法